KEGG   ORTHOLOGY: K01860
Entry
K01860                      KO                                     
Symbol
E5.5.1.7
Name
chloromuconate cycloisomerase [EC:5.5.1.7]
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map00364  Fluorobenzoate degradation
map00623  Toluene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
Reaction
R04259  (2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (ring-opening)
R05392  
R06834  2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase
R06840  2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing)
R08119  5-fluoromuconolactone lyase (decyclizing)
R09135  2,3,5-trichlorodienelactone lyase (decyclizing)
R09215  chloromuconate chloromuconate
R09217  chloromuconate cycloisomerase
R09221  chloromuconate cycloisomerase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00364 Fluorobenzoate degradation
    K01860  E5.5.1.7; chloromuconate cycloisomerase
   00361 Chlorocyclohexane and chlorobenzene degradation
    K01860  E5.5.1.7; chloromuconate cycloisomerase
   00623 Toluene degradation
    K01860  E5.5.1.7; chloromuconate cycloisomerase
Enzymes [BR:ko01000]
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.7  chloromuconate cycloisomerase
     K01860  E5.5.1.7; chloromuconate cycloisomerase
Other DBs
GO: 0018850
Genes
PKC: PKB_3274(clcb1) PKB_3623(clcb3)
REU: Reut_D6465 Reut_D6474
BXE: Bxe_A1129(clcB)
BXB: DR64_3289(tcbD)
CABK: NK8_82460(tfdD)
BPT: Bpet1535(catB2) Bpet3749(catB5)
AXY: AXYL_06560(clcB)
SJP: SJA_C1-21130(tfdD)
SRF: LHU95_15885
AG: AAD13626(tcbD)
Reference
PMID:12930985
  Authors
Kajander T, Lehtio L, Schlomann M, Goldman A
  Title
The structure of Pseudomonas P51 Cl-muconate lactonizing enzyme: co-evolution of structure and dynamics with the dehalogenation function.
  Journal
Protein Sci 12:1855-64 (2003)
DOI:10.1110/ps.0388503
  Sequence
[ag:AAD13626]
LinkDB

KEGG   ENZYME: 5.5.1.7
Entry
EC 5.5.1.7                  Enzyme                                 
Name
chloromuconate cycloisomerase;
muconate cycloisomerase II;
2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing);
2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (ring-opening)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
Sysname
(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (ring-opening)
Reaction(IUBMB)
(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate = 3-chloro-cis,cis-muconate [RN:R04259]
Reaction(KEGG)
R04259;
(other) R05391 R05392 R06834 R06840 R08119 R09135 R09215 R09217 R09221
Substrate
(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate [CPD:C04522]
Product
3-chloro-cis,cis-muconate [CPD:C03585]
Comment
Requires Mn2+. The product of cycloisomerization of 3-chloro-cis,cis-muconate spontaneously eliminates chloride to produce cis-4-carboxymethylenebut-2-en-4-olide. Also acts on 2-chloro-cis,cis-muconate. Not identical with EC 5.5.1.1 (muconate cycloisomerase) or EC 5.5.1.11 (dichloromuconate cycloisomerase).
History
EC 5.5.1.7 created 1983
Pathway
ec00361  Chlorocyclohexane and chlorobenzene degradation
ec00364  Fluorobenzoate degradation
ec00623  Toluene degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K01860  chloromuconate cycloisomerase
Genes
PKC: PKB_3274(clcb1) PKB_3623(clcb3)
REU: Reut_D6465 Reut_D6474
BXE: Bxe_A1129(clcB)
BXB: DR64_3289(tcbD)
CABK: NK8_82460(tfdD)
BPT: Bpet1535(catB2) Bpet3749(catB5)
AXY: AXYL_06560(clcB)
SJP: SJA_C1-21130(tfdD)
SRF: LHU95_15885
Reference
1  [PMID:7305906]
  Authors
Schmidt E, Knackmuss HJ.
  Title
Chemical structure and biodegradability of halogenated aromatic compounds. Conversion of chlorinated muconic acids into maleoylacetic acid.
  Journal
Biochem J 192:339-47 (1980)
DOI:10.1042/bj1920339
Reference
2  [PMID:11443090]
  Authors
Kaulmann U, Kaschabek SR, Schlomann M
  Title
Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-cis,cis-muconate: new insight obtained from analysis of muconate cycloisomerase variant CatB-K169A.
  Journal
J Bacteriol 183:4551-61 (2001)
DOI:10.1128/JB.183.15.4551-4561.2001
Reference
3  [PMID:12930985]
  Authors
Kajander T, Lehtio L, Schlomann M, Goldman A
  Title
The structure of Pseudomonas P51 Cl-muconate lactonizing enzyme: co-evolution of structure and dynamics with the dehalogenation function.
  Journal
Protein Sci 12:1855-64 (2003)
DOI:10.1110/ps.0388503
  Sequence
[ag:AAD13626]
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.7
IUBMB Enzyme Nomenclature: 5.5.1.7
ExPASy - ENZYME nomenclature database: 5.5.1.7
UM-BBD (Biocatalysis/Biodegradation Database): 5.5.1.7
BRENDA, the Enzyme Database: 5.5.1.7
CAS: 95990-33-3
LinkDB

KEGG   REACTION: R09221
Entry
R09221                      Reaction                               
Name
chloromuconate cycloisomerase
Definition
3,5-Dichloro-2-methylmuconate <=> 2-Chloro-5-methyl-cis-dienelactone + Hydrochloric acid
Equation
C18303 <=> C18304 + C01327
Reaction class
RC01687  C18303_C18304
Enzyme
5.5.1.7
Pathway
rn00623  Toluene degradation
rn01120  Microbial metabolism in diverse environments
Brite
Enzymatic reactions [BR:br08201]
 5. Isomerase reactions
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.7
     R09221  3,5-Dichloro-2-methylmuconate <=> 2-Chloro-5-methyl-cis-dienelactone + Hydrochloric acid
Orthology
K01860  chloromuconate cycloisomerase [EC:5.5.1.7]
LinkDB

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